I’ve been using Tasks 1.x (Jr.) for about two weeks now–great software! There obviously seem to be plans to continue to develop the line, but I’m wondering if there’s some sort of roadmap for the Tasks family…?

I’m not sure what you mean, I’ve discussed future plans at some length here in the dev blog. Tasks Jr. (tasks 1.x) is in maintenence only mode. All the new development is happening on Tasks Pro and Tasks.